Imine formation is an acid-catalyzed process, however the procedure performed in this does not require the addition of an acid. Suggest a viable source of acid in the carbinolami protonation reaction depicted below. Consult Scheme 8.2 for the complete mechanism. H2N-Ph Carbinolamine (hemiaminal) H :0: H o: H Ö: H 0: H H .Ph Ph PhCH H,Ñ-Ph Ph Ph Ph Ph - H H. нн H2N-Ph non-productive side reaction H* - H H H H-O: H Ph - H20 Ph S Ph Ph Ph Ph :B H. Imine Iminium ion

Organic Chemistry: A Guided Inquiry
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Author:Andrei Straumanis
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Chapter20: Acidity And Pka Of Phenols
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Problem 11E
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3) Imine formation is an acid-catalyzed process, however the procedure performed in this lab
does not require the addition of an acid. Suggest a viable source of acid in the carbinolamine
protonation reaction depicted below. Consult Scheme 8.2 for the complete mechanism.
H2N-Ph
Carbinolamine
(hemiaminal)
H.
Ö: H
H
:0: H
:O: H
LO: H
H*
Ph
N.
Ph
Ph
Ph
N-Ph
Ph
Ph
H
H2N-Ph
н
non-productive side reaction
H2N-Ph
+
H
H
H.
H-O: H
n. Ph
Ph
Ph
- H20
Ph
Ph
S Phí
·:B
H
Imine
Iminium ion
B = H2O or PHNH2
Transcribed Image Text:3) Imine formation is an acid-catalyzed process, however the procedure performed in this lab does not require the addition of an acid. Suggest a viable source of acid in the carbinolamine protonation reaction depicted below. Consult Scheme 8.2 for the complete mechanism. H2N-Ph Carbinolamine (hemiaminal) H. Ö: H H :0: H :O: H LO: H H* Ph N. Ph Ph Ph N-Ph Ph Ph H H2N-Ph н non-productive side reaction H2N-Ph + H H H. H-O: H n. Ph Ph Ph - H20 Ph Ph S Phí ·:B H Imine Iminium ion B = H2O or PHNH2
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